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Stereoselective synthesis of syn β-hydroxy cycloalkane carboxylates: transfer hydrogenation of cyclic β-keto esters via dynamic kinetic resolution

AuthorsRos, Abel ; Magriz, Antonio ; Dietrich, Hansjörg; Lassaletta, José M. ; Fernández, Rosario
KeywordsAsymmetric catalysis
β-Hydroxy esters
Dynamic kinetic resolution
Transfer hydrogenation
Issue Date21-May-2007
CitationTetrahedron 63(32): 7532-7537 (2007)
AbstractThe transfer hydrogenation of bicyclic and monocyclic β-keto esters using HCO2H/Et3N as the hydrogen source and TsDPEN-based Ru(II) catalysts proceeds with dynamic kinetic resolution to afford the corresponding cyclic β-hydroxy esters with moderate to excellent levels of diastereo- and enantioselectivities. The mild reaction conditions used make possible to preserve in most cases the synrelative configuration of the products, providing a complementary tool to known approaches to the synthesisof anti isomers.
Description6 páginas, 1 tabla, 3 esquemas.
Publisher version (URL)http://dx.doi.org/10.1016/j.tet.2007.05.058
Appears in Collections:(IIQ) Artículos
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